2,4(1H,3H)-Pyrimidinedione, 6-methyl-, 2-hydrazone (9CI)

Base Information

• Chemical Name: 2,4(1H,3H)-Pyrimidinedione, 6-methyl-, 2-hydrazone (9CI)
• CAS No.: 37893-08-6
• Molecular Formula: C5H8 N4 O
• Molecular Weight: 140.145
• Hs Code.: 2933990090
• Mol file: 37893-08-6.mol

Synonyms:2,4(1H,3H)-Pyrimidinedione,6-methyl-, 2-hydrazone (9CI); 4-Pyrimidinol, 2-hydrazino-6-methyl- (6CI,7CI);Uracil, 6-methyl-, 2-hydrazone (8CI);(4-Hydroxy-6-methyl-2-pyrimidinyl)hydrazine;2-Hydrazino-4-hydroxy-6-methylpyrimidine;2-Hydrazino-6-methyl-4(3H)-pyrimidinone;6-Methyl-4-hydroxy-2-hydrazinopyrimidine; NSC 73195

Chemical Property of 2,4(1H,3H)-Pyrimidinedione, 6-methyl-, 2-hydrazone (9CI)

Chemical Property:

• Vapor Pressure: 0.00548mmHg at 25°C
• Melting Point: 242-244 °C
• Boiling Point: 274.2°Cat760mmHg
• PKA: 9.29±0.40(Predicted)
• Flash Point: 119.6°C
• PSA: 87.03000
• Density: 1.52g/cm³
• LogP: -0.51390

Purity/Quality:

99%, ^*data from raw suppliers

2-Hydrazino-6-methylpyrimidin-4-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,4(1H,3H)-Pyrimidinedione, 6-methyl-, 2-hydrazone (9CI)

There total 12 articles about 2,4(1H,3H)-Pyrimidinedione, 6-methyl-, 2-hydrazone (9CI) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

6-methyl-2-methylsulfanyl-3H-pyrimidin-4-one (6328-58-1) → 2-hydrazino-6-methylpyrimidin-4(3H)-one (37893-08-6)

Guidance literature:

With hydrazine hydrate; In ethanol; at 80 ℃; for 5.5h;

Reference yield: 78.5%

2-nitroamino-4(3H)-pyrimidinone (53736-37-1) → 2-hydrazino-6-methylpyrimidin-4(3H)-one (37893-08-6)

Guidance literature:

With hydrazine hydrate; In water; at 80 - 100 ℃; for 0.5h;

DOI:10.1007/BF00501833

Reference yield: 73.0%

ethyl 2-[(6-methyl-4-oxo-3,4-dihydropyrimidin-2-yl)thio]acetate (21418-88-2) → 2-hydrazino-6-methylpyrimidin-4(3H)-one (37893-08-6)

Guidance literature:

With hydrazine hydrate; acetic acid; In ethanol; for 9h; Reflux;

DOI:10.1016/j.bioorg.2020.103616

upstream raw materials:

2-nitroamino-4(3H)-pyrimidinone

6-methyl-2-thiouracil

6-methyl-2-methylsulfanyl-3H-pyrimidin-4-one

2-(ethylsulfanyl)-6-methylpyrimidin-4(3H)-one

Downstream raw materials:

3-{[(4-methyl-6-oxo-1,6-dihydro-pyrimidin-2-yl)-hydrazono]-methyl}-rifamycin

furfural-(4-methyl-6-oxo-1,6-dihydro-pyrimidin-2-ylhydrazone)

E-2-[2-(4-chlorobenzylidene)hydrazinyl]-6-methylpyrimidin-4-one

E-2-[2-(4-methoxybenzylidene)hydrazinyl]-6-methylpyrimidin-4-one

Refernces

• 1、 Erkin,Krutikov,Chubraev. "Synthesis of 2-(pyrazol-1-yl)pyrimidine derivatives by cyclocondensation of ethyl acetoacetate (6-methyl-4-oxo-3,4-dihydropyrimidin-2-yl)hydrazone with aromatic aldehydes". . p. 423 - 427. Retrieved 2004.
• 2、 -. "NOVEL ANTIPARASITIC COMPOUNDS AND METHODS". . . Retrieved 2021/04/23.
• 3、 Abd Al Moaty, Mohamed Nabil,Abu-Serie, Marwa M.,Awad, Laila Fathy,El Ashry, El Sayed Helmy,Ibrahim, Nihal Ahmed,Teleb, Mohamed. "Structure-based design and optimization of pyrimidine- and 1,2,4-triazolo[4,3-a]pyrimidine-based matrix metalloproteinase-10/13 inhibitors via Dimroth rearrangement towards targeted polypharmacology". . . Retrieved 2020/02/11.